Category: alcohols-buliding-blocks

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.3637-61-4, name is Cyclopentanemethanol, molecular formula is C6H12O, molecular weight is 100.16, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

General procedure: The PBr3 (1.5 equiv) was added to a solution of alkyl alcohol (1.0equiv) in anhydrous tetrahydrofuran (5.0 mL) at 0 C and then theice bath was removed and the reaction mixture was further stirredat room temperature for 5 h. Water (30.0 mL) was added and thenextracted with EtOAc, the combined organic extracts were driedwith Na2SO4, and the solvent was evaporated in vacuo to get titlecompound, suitable for the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3637-61-4, Cyclopentanemethanol, and friends who are interested can also refer to it.

Reference:
Article; Chen, Ying; Wu, Bolin; Hao, Yameng; Liu, Yunqi; Zhang, Zhili; Tian, Chao; Ning, Xianling; Guo, Ying; Liu, Junyi; Wang, Xiaowei; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 420 – 433;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 180205-28-1, Adding some certain compound to certain chemical reactions, such as: 180205-28-1, name is 1-(Aminomethyl)cyclobutanol,molecular formula is C5H11NO, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 180205-28-1.

EXAMPLE 8 SYNTHESIS AND CHARACTERIZATION 2-(1-((1r,4r)-4-(Cyanomethyl)cyclohexyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)-N-((1-hydroxycyclobutyl)methyl)acetamide A solution of sodium 2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)acetate (Intermediate 4, 300 mg, 0.835 mmol), 1-(aminomethyl)cyclobutanol (84.4 mg, 0.835 mmol), DIPEA (216 mg, 1.67 mmol), and DMF (5 mL) was stirred at 0 C. for 1 h. Next, PyBrOP (467 mg, 1.00 mmol) was added and was stirred at room temperature overnight, then quenched with 10 mL water. The reaction was purified by preparative basic HPLC using a Kromasil 150 mm*25 mm, 10 mum column (eluent: water (0.05% ammonia hydroxide v/v)-ACN from 9% to 39%, v/v) to provide the title compound (90 mg, 26% yield) as a white solid. MS (ESI): mass calcd. for C23H28N6O2, 420.23; m/z found, 421.2 [M+H]-. 1H NMR (400 MHz, DMSO-d6): delta 11.58 (br s, 1H), 8.50 (s, 1H), 7.94-7.85 (m, 1H), 7.46-7.40 (m, 1H), 6.75-6.70 (m, 1H), 4.89 (br s, 1H), 4.57-4.47 (m, 1H), 4.04 (s, 2H), 3.27 (d, J=6.0 Hz, 2H), 2.55 (d, J=6.0 Hz, 2H), 2.45-2.31 (m, 2H), 2.10-1.88 (m, 9H), 1.71-1.60 (m, 1H), 1.54-1.35 (m, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 180205-28-1, 1-(Aminomethyl)cyclobutanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Koudriakova, Tatiana; Kreutter, Kevin D.; Leonard, Kristi; Rizzolio, Michele C.; Smith, Russell C.; Tichenor, Mark S.; Wang, Aihua; (40 pag.)US2018/170931; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 4170-90-5, name is Mesitylmethanol. A new synthetic method of this compound is introduced below., Quality Control of Mesitylmethanol

(1) 2,4,6-trimethylbenzyl alcohol (0.150 g, 1.0 mmol) was added to the reaction flask,Diphenylphosphine oxide (0.304 g, 1.5 mmol),Potassium persulfate (0.540 g, 2.0 mmol) and acetone (5 mL)Room temperature reaction; (2) TLC tracking reaction until complete; (3) The crude product obtained after the completion of the reaction was separated by column chromatography (dichloromethane: methanol = 40: 1) to give the desired product30-2 (yield 79%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 4170-90-5, Mesitylmethanol.

Reference:
Patent; Soochow University (Suzhou); Zou Jianping; Li Chengkun; Zhou Zhihao; Zhang Peizhi; Zhang Ling; (14 pag.)CN106496268; (2017); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 722-92-9 ,Some common heterocyclic compound, 722-92-9, molecular formula is C9H7F6NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Intermcdiate H; 6-Chloro-3-(2-ethoxy-3,4-dioxo-cyclobut- 1 -enylamtno)-2-hydroxy-N-(4-{2,2,2-trif luoro-1 – hydroxy-l-triftuoromepsilonthyl-ethyl)-phenylj-benzenesulfonamide; HIi Preparation of Intermediate Ht; 2-rert-Butyl-6-chloro-ben*zooxazole-7-sul-:onic acid [4-{2,2,2-trifluoro-l -hydroxy-1 -trifluoromethyl-ethy I )~rhohenyl]-amide; 2-tert-Buryl-6-chJoro-ben20oxazole-7-sulfonyl chloride (500 mg, 1.62 mmo.) {prepared according to the procedure described in US 2007/067088 page 17} , 2-(4-aminophenyl)- l,l,l,3,3,3-hexafluoropropan-2-ol (420 mg, 1.62 mmol) and triethylamine (0.226 ml, 1.62 mmol) were combined in THF (5 ml) to give a yellow solution. The reaction, mixture was stirred at room temperature for 2 h then heated at 50 0C for 48 h. The reaction mixture was partitioned between EtOAc (20 ml) and IM HCI (10 ml), live organic layer was washed with brine (10 ml), dried (MgSO-O, filtered and added to silica gel (4 g) then carefully evaporated in vacuo. The silica gel was dry-loaded onto an (Isolure.(TM). Flash Si II 25 g) column for purification by chromatography, eluting with iso-hexane/ErOAc (10/1). The product fractions were combined and evaporated to dryness in vacuo to yield the title product. IH NMR 6H (400MHz DMSO) 8.55 (s, IH), 7.94 (d, IH), 7.61 (d, IH), 7.49 (d, 2H) 7.19 Patent; NOVARTIS AG; BAETTIG, Urs; BRUCE, Ian; PRESS, Neil John; WATSON, Simon James; WO2010/63802; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 115-20-8, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 115-20-8, name is Trichloroethanol. A new synthetic method of this compound is introduced below.

To a suspension of (2-benzyloxy-3,5-dimethyl) phenoxyacetic acid (270 mg, 0.94 mmol) and 1,3-dicyclohexylcarbodimide (292.0 mg, 1.41 mmol) in CH2Cl2 (10.0 mL) was added pyridine (76.0 mL) and 2,2,2-trichloroethanol (117.0 mL). The suspension was stirred at room temperature for 12 h. The precipitation was filtered through filter paper and the filtrate was concentrated. Flash column (EtOAc in hexanes 5% to 10%) afforded 12c (311.1 mg) in 78.9% yield as an oil. [00783] 1H NMR (CDCl3) ¶7.52-7.28 (m, 5H, C6H5), 6.67 (s, 1H, C6H2), 6.60 (s, 1H, C6H2), 5.04 (s, 2H, CH2C6H5), 4.85 (s, 2H, OCH2CO), 4.84 (s, 2H, OCH2CCl3), 2.26 (s, 3H, CH3C6H2), 2.19 (s, 3H, CH3C6H2); 13C NMR d 167.6, 150.3, 144.4, 137.8, 133.4, 132.5, 128.3, 128.3, 127.8, 125.1, 125.1, 113.1, 94.4. 74.6, 74.0, 65.8, 21.1, 16.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115-20-8, Trichloroethanol, and friends who are interested can also refer to it.

Reference:
Patent; University of Arkansas; US6657052; (2003); B1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 80866-82-6 ,Some common heterocyclic compound, 80866-82-6, molecular formula is C8H9BrO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

(5-Bromo-2-methoxyphenyl)methanol (1.89 g, 8.71 mmol) was dissolved in 25 mL of dichloromethane. Imidazole (0.711 g, 10.45 mmol) was added, followed by addition of tert-butyldimethylsilyl chloride (1.378 g, 9.14 mmol). After stirring at room temperature for 15 minutes, the reaction was complete by thin layer chromatography. CH3OH (1 mL) was added and the reaction mixture was stirred for 5 minutes and was washed with 1 M aqueous HCl (3*15 mL) and brine (15 mL), and was dried over sodium sulfate. After filtration, the filtrate was concentrated to provide the title compound, which was used without additional purification. 1H NMR (400 MHz, Chloroform-d) delta ppm 7.60 (dd, J=2.5, 1.2 Hz, 1H), 7.33 (dd, J=8.7, 2.6 Hz, 1H), 6.71 (d, J=8.6 Hz, 1H), 4.74 (d, J=1.0 Hz, 2H), 3.82 (d, J=1.1 Hz, 3H), 0.99 (s, 9H), 0.15 (s, 6H); MS(ESI+) m/z=329.8 (M+H)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 80866-82-6, 5-Bromo-2-methoxybenzyl alcohol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 83647-43-2, (3-Bromo-2-methylphenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Application In Synthesis of (3-Bromo-2-methylphenyl)methanol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of (3-Bromo-2-methylphenyl)methanol

Perbromomethane (14.35 g, 43.3 mmol) was added portionwise to a solution of (3-bromo-2-methylphenyl)methanol (7.25 g, 36.1 mmol) and triphenylphosphine (11.35 g, 43.27 mmol) in DCM (120 mL) (reaction exotherms to ?40 C.) and the reaction was stirred at room temperature for 2 hours. The residue was passed through a pad of silica, eluting with DCM. The filtrate was concentrated to dryness, then the crude product was purified by flash silica chromatography, elution gradient 0 to 25% EtOAc in heptane. Product fractions were concentrated to dryness to afford 1-bromo-3-(bromomethyl)-2-methylbenzene (8.52 g, 90%) as a colourless oil. 1H NMR (500 MHz, CDCl3, 27 C.) 2.48 (3H, s), 4.52 (2H, s), 6.99-7.05 (1H, m), 7.22-7.27 (1H, m), 7.52 (1H, dd).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83647-43-2, (3-Bromo-2-methylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; YANG, Bin; VARNES, Jeffrey Gilbert; SCOTT, James Stewart; MOSS, Thomas Andrew; O’DONOVAN, Daniel Hillebrand; NISSINK, Johannes Wilhelmus Maria; HUGHES, Samantha Jayne; BARLAAM, Bernard Christophe; (83 pag.)US2017/305909; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 6338-55-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol, molecular formula is C6H15NO3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Compound 16 (2.6 g, 17.4 mmol) was dissolved in a mixture of 10 mL of methanol and 5 mL of water,0.695g sodium hydroxide was dissolved in 10mL of water was added to the above solution,Then a solution of (Boc) 2O (4.167 g, 19.1 mmol) in methanol (5 mL) was added and stirred overnight.After the reaction was completed, the solvent was removed by spin-drying, 15 mL of water was added and extracted with dichloromethane (3 * 20 mL). After drying over anhydrous sodium sulfate, the organic solvent was removed and the residue was eluted with 1: 1 EtOAc / Column chromatography gave 2.15 g of compound 17 in 50% yield.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 6338-55-2, 2-(2-(2-Aminoethoxy)ethoxy)ethanol.

Reference:
Patent; Shanghai Jiao Tong University; Shen Yumei; Yang Qinglai; Tan Lianjiang; Li Xinhui; Shao Zhifeng; Gong Bing; Li Xiaowei; Liu Yazhi; Zhang Zhen; (35 pag.)CN104725453; (2017); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 1805-32-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of 18 (100 mg,0.420 mmol) and [4-(trifluoromethyl)phenyl]methanol (111 mg,0.630 mmol) in THF (10.0 mL), PPh3 (178 mg, 0.68 mmol), a 40%diethyl azodicarbonate toluene solution (309 lL, 0.680 mmol)were added at room temperature, and stirred under N2 atmosphereat 60 C for 4 h. After cooling to room temperature, the solvent wasdistilled off under reduced pressure. The residue was purified bysilica gel column chromatography (hexane/AcOEt = 100:0 to 95:5(v/v)) to obtain 19k as colorless oil (125 mg, 75%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1805-32-9, 3,4-Dichlorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Article; Takano, Rieko; Yoshida, Masao; Inoue, Masahiro; Honda, Takeshi; Nakashima, Ryutaro; Matsumoto, Koji; Yano, Tatsuya; Ogata, Tsuneaki; Watanabe, Nobuaki; Hirouchi, Masakazu; Kimura, Takako; Toda, Narihiro; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5546 – 5565;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 23147-58-2, name is Glycerol aldehyde dimer, molecular formula is C4H8O4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Safety of Glycerol aldehyde dimer

Step 1 : Preparation OF 2- (2-HYDROXY-ETHYLAM. no)-benzoic acid methyl ester :; A solution of methyl anthranilate (2. 6 mL, 20 mmol, 1 equiv.) in DCM (60 mL) is treated with glycolaldehyde dimer (1. 20 g, 10 mmol, 0. 5 equiv.) then acetic acid (1. 72 mL, 30 mmol, 1. 5 equiv.) Within 1H a yellow solution had formed, to which was added portionwise sodium triacetoxyborohydride (6. 78 g, 32 mmol, 1. 6 equiv.). After 3 days the reaction is quenched with methanol (25 mL) and the solvent removed IN VACUO. The residue is partitioned between ethyl acetate and 10% aqueous citric acid. The separated aqueous layer is extracted with ethyl acetate three times and the combined organics washed with brine, dried over NA2S04, filtered and concentrated. The crude product is purified by silica gel chromatography (30% ETOAC/HEXANE gradient) to provide the desired product as a white waxy solid (1. 82 g, 47 % YIELD). 1H NMR (400 MHz, CDC13) ; 8 7. 84 (1H, dd, J = 8. 0, 1. 6 Hz) ; 7. 29 (1H, m) ; 6. 68 (1H, d, J = 8. 4 Hz) ; 6. 55 (1H, m) ; 3. 81 (2H, t, J = 5. 5 Hz) ; 3. 78 (3H, s) ; 3. 34 (2H, t, J = 5. 5 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 23147-58-2.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2005/28474; (2005); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts